Bromine → HCID 178441431, compound

HRID 2294896Notes

Reaction equation

HRID 2294896 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[NH:12][C:11]([CH2:13][CH2:14][CH2:15][CH3:16])=[N:10][C:5]2=[N:6][C:7]=1[CH:8]=[O:9].[C:17]([O-])(O)=[O:18].[Na+].BrBr>CO.O>[Br:1][C:2]1[CH:3]=[C:4]2[N:12]=[C:11]([CH2:13][CH2:14][CH2:15][CH3:16])[NH:10][C:5]2=[N:6][C:7]=1[C:8]([O:18][CH3:17])=[O:9]

Participants

5

Reactant 3

HCID 24408BromineHCID 516892Sodium Bicarbonate2×HCID 21472345HCID 21472345, compound

Product 1

HCID 178441431HCID 178441431, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

0.69 g (2.45 mmole) of the compound obtained in step 7 of Example 1 was dissolved in 10 ml of MeOH--H2O (9:1) and to the resulting solution was added 4.12 g (49 mmole) of NaHCO3. The resultant was stirred until NaHCO3 was dissolved and thereto was added 2.0 ml (4.9 mmole) of Br2. The resulting solution was stirred for 1 hour at room temperature and extracted with a mixture of water and ethyl acetate. The organic layer was dried over MgSO4 and evaporated under reduced pressure to obtain 0.75 g of the title compound (quantitative).

Workup

  1. dissolutionwas dissolved
  2. extractionextracted with a mixture of water and ethyl acetate
  3. dry with materialThe organic layer was dried over MgSO4
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-4a4e551ccbe14f668e5a96aa27ab485a
Source dataset
uspto-grants-1997_11
Patent number
US05691348

Reaction notes

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